Heath Denman defeated Joseph Sirianni 6-3 6-3 in the Australia 2 Masters 3 round of 16 on hard. The upset overturned the form book — Joseph Sirianni came in leading the head-to-head 1–0. Heath Denman claimed a first win over Joseph Sirianni in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-19 | Australia 3 Masters 1 | SF | hard | Joseph Sirianni | 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.